Vacation rentals in Portage Park

Cozy Getaway Oasis PortagePark 5 BD/ 3BR

Welcome to our charming apartment in the heart of Chicago’s vibrant Portage Park! This spacious retreat, adorned with touches of local Chicago character, offers the perfect mix of urban charm and cozy comfort. Whether you’re here to relax, explore, or immerse yourself in the city’s culture, our home provides ample space to unwind and recharge. After a day of adventure in the city, return to the warmth and comfort of our inviting space. Let our Airbnb be your home away from home in the Windy City

Value · Location · Walkability

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

Value · Family · Accuracy

Top guest favorite

Guest favorite

Elegant & Clean Cottage Apt 20 minutes from O’Hare

You’ll love staying in our remodeled, 1st floor apartment in the heart of the Jefferson Park neighborhood of Chicago. It comes with a spacious living area with 3 private bedrooms, 2 full bathrooms, a full kitchen,& large side yard. Only a 5 minute walk to the CTA BlueLine & Metra trains that can quickly get you downtown & to or from O'Hare airport. Our home offers you a comfortable and relaxing stay in one of Chicago’s safest areas with excellent restaurants & parks within walking distance.

Value · Family · Getting around

Cozy & Comfy 1bd In Historic Portage Park Bungalow

Make yourself at home in my comfortable Portage Park one bedroom garden apartment. This spacious condo is bright and airy with warm furnishings, a kitchenette with an island, private bedroom with a full bed and a modern bathroom with a glass walk-in shower. Portage Park is Chicago’s largest Polish neighborhood and is home to vintage charm, heaps of history and classic Chicago-style bungalows. The National Veterans Art Museum is a poignant must-see while you’re here with its combat-era art.

Location · Family · Sleep quality

Top guest favorite

Guest favorite

No Place Like Home/ The Emerald Stay

Welcome to The Emerald Stay — a thoughtfully designed One bedroom apartment with modern decor and subtle nods to The Wizard of Oz. Stylish, comfortable, and full of charm, it’s the perfect place to unwind and feel at home. Our apartment is perfectly located between downtown Chicago and O’Hare airport. Walking distance to the Irving Park bus stop, which can take you to the Blue Line train to downtown. If driving, there is quick access to I-90/94 highway nearby. No Smoking. No parties.

Family · Location · Cleanliness

Tropical Bungalow Getaway in Quiet Neighborhood

Located on a quiet tree lined street, the bungalow's garden level design was influenced by the rumpus rooms of the 1950's. A private side entry, a few steps down from the rear courtyard, leads into your tropical get away. Heywood Wakefield furniture and thatch palm leaf wall covering enhance the Tiki vibe of the sitting room. An exercise area, private bedroom and bath are all accessed from this main space. While the suite is at garden level, it is always bright and airy.

Location · Value · Walkability

The Evergreen House

Relax and feel at home on the first floor apartment (completely private) of my Chicago 2-Flat. This home away from home is well stocked with anything that you might need whether you are staying for 2 nights or 2 months. There are 3 televisions with Wifi and Netflix throughout the apartment. There is a nice backyard that you are welcome to use and street parking is free. Washer and Dryer available in the basement. The highways and bus are also nearby.

Family · Location · Outdoor spaces

Cozy Jefferson Park 2BR Apt

A lovely 2nd floor apartment flooded with natural light in a 2-unit building located in Jefferson Park. Conveniently located near O’hare airport, filled with small businesses, dive bars, and family-owned restaurants. Downtown Chicago will take 20-40 minutes, depending on traffic. My partner and I live in the unit below and can answer any questions you may have throughout your stay. We have created a warm and safe place for all to feel welcome!

Family · Value · Sleep quality

Jefferson Park Oasis

Welcome to our charming 2-bedroom apartment in tranquil Jefferson Park! Nestled on a quiet street, this first-floor unit includes a full kitchen, one bathroom, and a dedicated workspace. Enjoy the shared backyard with a grill, outdoor dining area, and fire pit. Ideal for a relaxing retreat in a serene neighborhood close to local attractions and amenities. Street parking is readily available. Within one mile of the CTA/Metra station.

Family · Location · Heating

The Blue Haven Chicago

This lower level space of my Home is perfect for anyone looking for a nice quiet place to stay while in Chicago, it is equipped with a kitchenette a fridge coffe maker and microwave. It is close to anything and everything including plenty of FREE parking right in front, it’s close to Ohare airport , forest preserves, Lake Michigan and downtown (30m) as well. Shopping, parks and public transportation within walking distance.

Family · Location · Outdoor spaces

Mesmerizing Studio with a free Parking Spot!

Beautiful and spacious private studio with a FREE parking spot. The elegant and maintained interior showcases stylish furniture and tasteful art. Enjoy your own workspace to catch up on e-mails or relax in the comfort of a queen-sized bed. Watch all your favorite shows on the SmartTV with complimentary Netflix provided. Convenient location close to the Montrose Blue Line Station and Six Corners.

Family · Value · Air conditioning

Top guest favorite

Guest favorite

Eddy Street Upstairs Apartment

Make yourself at home in our comfy, cozy upstairs apartment! Located in the Portage Park neighborhood of Chicago, we are close to great food, parks, and fun outings! You can get to O'Hare Airport in less than 20 minutes, depending on traffic. And we're about a 25 minute drive to downtown, or about 45 minutes via public transit. We have free street parking on our block!

Location · Value · Cleanliness